[Bug] Image pasting causes context limit errors and breaks session recovery

Bug Description
Copying and pasting images is hitting context limit reached, breaking the session and preventing re-winding.

Environment Info

• Platform: darwin
• Terminal: vscode
• Version: 2.1.39
• Feedback ID: 1d5a6668-c46e-46ca-9f24-86640626d445

Errors

[{"error":"Error: ENOENT: no such file or directory, open '/Users/tomdimino/.claude/remote-settings.json'\n    at openSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:947)\n    at B2 (/$bunfs/root/claude:11:49917)\n    at readSync (/$bunfs/root/claude:12:875)\n    at $2 (/$bunfs/root/claude:6133:113)\n    at Q5 (/$bunfs/root/claude:6135:226)\n    at S9A (/$bunfs/root/claude:178:8273)\n    at s7R (/$bunfs/root/claude:178:8436)\n    at ZFD (/$bunfs/root/claude:179:1202)\n    at H9T (/$bunfs/root/claude:179:2080)","timestamp":"2026-02-12T03:46:24.587Z"},{"error":"Error: NON-FATAL: Lock acquisition failed for /Users/tomdimino/.local/share/claude/versions/2.1.39 (expected in multi-process scenarios)\n    at wVR (/$bunfs/root/claude:3626:2098)\n    at DjA (/$bunfs/root/claude:3626:1209)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-12T03:46:24.667Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at readSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:997)\n    at B2 (/$bunfs/root/claude:11:49917)\n    at readSync (/$bunfs/root/claude:12:875)\n    at $2 (/$bunfs/root/claude:6133:113)\n    at Q5 (/$bunfs/root/claude:6135:226)\n    at qM8 (/$bunfs/root/claude:7319:7821)\n    at J (/$bunfs/root/claude:7319:7026)\n    at <anonymous> (/$bunfs/root/claude:7319:7355)\n    at iA (/$bunfs/root/claude:678:62582)","timestamp":"2026-02-12T03:46:50.506Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at readFileSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:742)\n    at B2 (/$bunfs/root/claude:11:49917)\n    at readFileSync (/$bunfs/root/claude:12:701)\n    at Q5 (/$bunfs/root/claude:6135:251)\n    at qM8 (/$bunfs/root/claude:7319:7821)\n    at J (/$bunfs/root/claude:7319:7026)\n    at <anonymous> (/$bunfs/root/claude:7319:7355)\n    at iA (/$bunfs/root/claude:678:62582)\n    at q7 (/$bunfs/root/claude:678:75523)","timestamp":"2026-02-12T03:46:50.507Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at readSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:997)\n    at B2 (/$bunfs/root/claude:11:49917)\n    at readSync (/$bunfs/root/claude:12:875)\n    at $2 (/$bunfs/root/claude:6133:113)\n    at Q5 (/$bunfs/root/claude:6135:226)\n    at qM8 (/$bunfs/root/claude:7319:7821)\n    at J (/$bunfs/root/claude:7319:7026)\n    at <anonymous> (/$bunfs/root/claude:7319:7355)\n    at iA (/$bunfs/root/claude:678:62582)","timestamp":"2026-02-12T03:46:51.869Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at readFileSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:742)\n    at B2 (/$bunfs/root/claude:11:49917)\n    at readFileSync (/$bunfs/root/claude:12:701)\n    at Q5 (/$bunfs/root/claude:6135:251)\n    at qM8 (/$bunfs/root/claude:7319:7821)\n    at J (/$bunfs/root/claude:7319:7026)\n    at <anonymous> (/$bunfs/root/claude:7319:7355)\n    at iA (/$bunfs/root/claude:678:62582)\n    at q7 (/$bunfs/root/claude:678:75523)","timestamp":"2026-02-12T03:46:51.870Z"},{"error":"Error: No content found in user prompt message\n    at DQB (/$bunfs/root/claude:1964:351)\n    at mD (/$bunfs/root/claude:678:20801)\n    at f6 (/$bunfs/root/claude:678:39204)\n    at ay (/$bunfs/root/claude:678:49834)\n    at Nv (/$bunfs/root/claude:678:86119)\n    at aT (/$bunfs/root/claude:678:86091)\n    at olT (/$bunfs/root/claude:678:85933)\n    at zp (/$bunfs/root/claude:678:81325)\n    at oR (/$bunfs/root/claude:678:6289)\n    at Q7A (/$bunfs/root/claude:671:14001)","timestamp":"2026-02-12T03:46:52.387Z"},{"error":"Error: Conversation too long. Press esc twice to go up a few messages and try again.\n    at yhT (/$bunfs/root/claude:3303:939)\n    at async tPB (/$bunfs/root/claude:3388:2545)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-12T03:46:54.224Z"}]